Possible intermediates in the formation of 1,3,5-trimethylborazine

Article abstract of DOI:10.1021/ic50062a016

The 110° pyrolysis of H₂B(NH₂CH₃)₂⁺Cl ^-, H₂CH₃NBH₂NHCH₃BH₂NH ₂CH₃⁺Cl^-, and mixtures of (H₂BNHCH₃)₃ and CH₃NH₃Cl give H₃B₃N₃(CH₃)₃, CH₃NH₃Cl, and H₂. The intermediates in the formation of the borazine ring have been investigated by studying the conversion of H₂B(NH₂CH₃)₂⁺Cl ^- to H₃B₃N₃(CH₃)₃ in a mass spectrometer and by attempting to prepare possible intermediates. The current experimental evidence suggests that an initial intermediate is a linear, six-membered boron-nitrogen chain. Then, an intramolecular dehydrogenation ring-closure reaction between the ends of the chain leads to a species analogous to cyclohexenes. The more stable borazine ring is then formed from the cyclohexene type of species by the rapid loss of H₂.